1960
DOI: 10.1021/ja01507a009
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The Nucleophilicity of Phosphines

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Cited by 156 publications
(50 citation statements)
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“…Cycloaddition reactions were carried out at 100 °C and 1. Phosphonium halides are more thermally stable [61][62][63][64][65][66] when compared with the ammonium halides. Moreover, they could be separated easily from the products since they have little potential interaction with the products [67].…”
Section: Metal-based Ionic Liquidsmentioning
confidence: 99%
“…Cycloaddition reactions were carried out at 100 °C and 1. Phosphonium halides are more thermally stable [61][62][63][64][65][66] when compared with the ammonium halides. Moreover, they could be separated easily from the products since they have little potential interaction with the products [67].…”
Section: Metal-based Ionic Liquidsmentioning
confidence: 99%
“…An initial inspection of the results indicates similarity in reactivity between phenylphosphine [2] and triphenylphosphine. The main differences appear to be (i) a greater likelihood of electrophilic attack at the phosphorus atom in the triphenylphosphine; (this is clearly in accord with the greater basicity and nucleophilicity of triphenylphosphine [7]); and (ii) a greater likelihood of ring substitution in phenylphosphine than in triphenylphosphine.…”
Section: Molecular Configurationsmentioning
confidence: 94%
“…However, the nucleophilic addition reactions are relatively fast when compared to those of the corresponding trialkylamines [15]. Another important point is a selection of halides.…”
Section: Preparation Of Phosphonium Ionic Liquidsmentioning
confidence: 99%